Windy City Ribfest
Photo Credit: Windy City Ribfest
June 30 – July 2
Enjoy juicy ribs from local and national grillers, live music, arts and crafts, and kids activities during this Uptown tradition.
Taste of Chicago
Photo Credit: Around the World in Pink
July 5 – 9
One of Chicago’s largest and most popular events, this free annual food festival has four days of the best city eats as well as live music.
Railroad Days
Photo Credit: Daily Herald
July 6 – 9
Perfect for a family fun day, this festival in West Chicago has live bands, a 5k run/walk, a carnival, fireworks, and a Railroad Days Parade.
Chicago Margarita Festival
July 8 – 9
Who can say no to margs? Head to Navy Pier for two days of various flavored margaritas, live music, and dancing. General admission is $20.
Pitchfork Music Festival
Photo Credit: Pitchfork
July 14 – 16
This annual three-day music festival at Union Park is a favorite amongst Chicago music fans, with this year headlined by LCD Soundsystem, A Tribe Called Quest, and Solange.
Wicker Park Fest
Photo Credit: Wicker Park Bucktown Chamber of Commerce
July 29 – 30
One of the best neighborhood festivals in the city, this one features local retailers, food and drink vendors, and live music by cutting edge bands.
Taste of River North
Photo Credit: RNRA
July 21 – 23
On Kingsbury and Erie, treat yourself to neighborhood vendors like El Hefe, Kinzie Chophouse, Redhead Piano Bar, and more.
Square Roots Festival
July 7 – 9
Also great for the family, you’ll find this fest on Lincoln Avenue between Montrose and Wilson, featuring live music, food vendors, retailers, and kids activities, benefitting the Old Town School of Folk Music.
Windy City Smokeout
Photo Credit: Windy City Smokeout
July 14 – 16
This three-day barbeque and country music festival features top mainstream artists, 16 of the best barbeque vendors local and national, a great selection of craft beer, and summer activities.
Sheffield Music Festival & Garden Walk
Photo Credit: Sheffield Music Festival & Garden Walk
July 22 – 23
For a $10 donation, walk through self-guided tours of more than 80 gardens as you relax with live music and food and drinks, with proceeds benefitting community projects.